Polymide copolymers containing polycarbonate soft segments

Abstract

A new copolymer composition comprises the hard segment of a polyimide and the soft segment of an oligomeric aliphatic polycarbonate or a mixture of an oligomeric aliphatic polycarbonate and an oligomeric aliphatic polyester. The new polyimide copolymer membranes have exhibited high selectivity and flux for separation of an aromatic/saturate mixture.

What is claimed is: 
     
       1. A copolymer composition of matter comprising the hard segment of a polyimide and the soft segment of an oligomeric aliphatic polycarbonate or a mixture of an oligomeric aliphatic polycarbonate and an oligomeric aliphatic polyester, wherein said polyimide is derived from a dianhydride having between 8 and 20 carbons and a diamine having between 2 and 30 carbons, said oligomeric aliphatic polycarbonate is selected from the group consisting of a polyhexamethylenecarbonate, a polyethylenecarbonate, a polytetramethylenecarbonate, a polypentamethylenecarbonate, a polyheptamethylenecarbonate and a polyoctametylenecarbonate, and said oligomeric aliphatic polyester is selected from the group consisting of a polyadipate, a polysuccinate, a polymalonate, a polyoxalate and a polyglutarate. 
     
     
       2. The composition of claim 1 wherein said dianhydride is an aromatic compound. 
     
     
       3. The composition of claim 1 wherein said diamine is selected from the group consisting of phenylene diamine, methylene dianiline (MDA), methylene di-o-chloroaniline (MOCA), methylene bis(dichloroaniline), methylene dicyclohexylamine, methylene dichlorocyclohexylamine, methylene bis(dichlorocyclohexylamine), 4,4'-(hexafluoroisopropylidene)-bisaniline, 3,3'-diaminophenyl sulfone, 4,4'-diaminophenyl sulfone, 4,4'-dimethyl-3,3'-diaminophenyl sulfone, 2,4'diamino cumene, methylene bis(di-o-toluidine), oxydianiline, bisaniline A, bisaniline M, bisaniline P, thiodianiline, 2,2-bis 4-(4-aminophenoxy) phenyl! propane, bis 4-(4aminophenoxy) phenyl! sulfone, 4,4'-bis-(4-aminophenoxy) biphenyl, 1,4-bis(4-aminophenoxy) benzene, and 1,3-bis(4-aminophenoxy) benzene. 
     
     
       4. The composition of claim 2 wherein said aromatic compound is selected from the group consisting of pyromellitic dianhydride, 3,3',4,4'-benzophenone tetracarboxylic dianhydride, 4,4'-(hexafluoroisopropylidene)bis(phthalic anhydride), 4,4'-oxydiphthalic anhydride, diphenylsulfone-3,3',4,4'-tetracarboxylic dianhydride, and 3,3',4,4'-biphenyltetracarboxylic dianhydride. 
     
     
       5. The composition of claim 1 wherein said polycarbonate is polyhexamethylenecarbonate. 
     
     
       6. The composition of claim 1 wherein said polyester is polyethyleneadipate. 
     
     
       7. The composition of claim 1 wherein said polyester is polyethylenesuccinate. 
     
     
       8. The composition of claim 1 wherein said diamine is methylene di-o-chloroaniline. 
     
     
       9. The composition of claim 1 wherein said diamine is methylene dianiline. 
     
     
       10. A process for the separation of aromatics from non-aromatics comprising selectively permeating the aromatics through a membrane including a copolymer including the hard segment of a polyimide and the soft segment of an oligomeric aliphatic polycarbonate or a mixture of an oligomeric aliphatic polycarbonate and an oligomeric aliphatic polyester, wherein said polyimide is derived from a dianhydride having between 8 and 20 carbons and a diamine having between 2 and 30 carbons, said oligomeric aliphatic polycarbonate is a polyhexamethylenecarbonate, a polyethylenecarbonate, a polytetramethylenecarbonate, a polypentamethyenecarbonate, a polyheptamethylenecarbonate or a polyoctamethylenecarbonate, and said oligomeric aliphatic polyester is a polyadipate, a polysuccinate, a polymalonate, a polyoxalate or a polyglutarate. 
     
     
       11. The process of claim 10 wherein said dianhydride of said copolymer includes an aromatic compound. 
     
     
       12. The process of claim 10 wherein said diamine is selected from the group consisting of phenylene diamine, methylene dianiline (MDA), methylene di-o-chloroaniline (MOCA), methylene bis(dichloroaniline), methylene dicyclohexylamine, methylene dichlorocyclohexylamine, methylene bis(dichlorocyclohexylamine), 4,4'-(hexafluoroisopropylidene)-bisaniline, 3,3'-diaminophenylsulfone, 4,4'-diaminophenyl sulfone, 4,4'-dimethyl-3,3'-diaminophenyl sulfone, 3,4-diamino cumene, methylene bis(di-o-toluidine), oxydianiline, bisaniline A, bisaniline M, bisaniline P, thiodianiline, 2,2-bis 4-(4-aminophenoxy) phenyl! propane, bis 4-(aminophenoxy) phenyl! sulfone, 4,4'-bis-(4-aminophenoxy) biphenyl, 1,4-bis(4-aminophenoxy) benzene, and 1,3-bis(4-aminophenoxy) benzene. 
     
     
       13. The process of claim 11 wherein said aromatic compound is selected from the group consisting of pyromellitic dianhydride, 3,3',4,4'-benzophenone tetracarboxylic dianhydride, 4,4'-(hexafluoroisopropylidene)bis(phthalic anhydride), 4,4'-oxydiphthalic anhydride, diphenylsulfone-3,3',4,4'-tetracarboxylic dianhydride, and 3,3',4,4'-biphenyltetracarboxylic dianhydride. 
     
     
       14. The process of claim 10 wherein said polycarbonate is polyhexamethylenecarbonate. 
     
     
       15. The process of claim 10 wherein said polyester is polyethyleneadipate. 
     
     
       16. The process of claim 10 wherein said polyester is polyethylenesuccinate. 
     
     
       17. The process of claim 10 wherein said diamine is methylene di-o-chloroaniline. 
     
     
       18. The process of claim 10 wherein said diamine is methylene dianiline.